"Dewcup" takes place back right after "The Pirate Adventure", when Arachne and Chimera burn down the forest. She wandered in the woods for a long time, then got trapped down in the Tomb of Ranna for a long time. During that time, other things happened, up to and including "Lich of the Rings". At the end of "Lich of the Rings", Lewie leaves the Black Mountain and goes into self-imposed exile. He later reappears at the end of "Jone:Half-Orc". This is what happened during his absence.